Amjad Masad's journey is defined by relentless persistence. Born and raised in Jordan, he borrowed computers to teach himself coding, and then earned money building software for local internet cafes. He applied to Y Combinator again and again, finally gaining acceptance on his fourth try. His constant drive fueled continuous improvement, culminating in the breakthrough success of Replit, the $1.1B company focused on empowering the next billion software creators. In this wide-ranging episode, Mik...
Apr 15, 2025•39 min•Ep. 101
When the team behind Box first went looking for funding back in 2005, they tried just about every trick in the book. They sent Bill Gates a fax. They dropped a prospectus off at Paul Allen’s house in Seattle. And they took a shot at convincing Mark Cuban to join two ambitious college kids with a hunch the way businesses stored and collaborated around information was about to change. Two decades later Box is a cornerstone of the cloud era with $1 Billion in revenue, but co-founder and CEO Aaron L...
Mar 31, 2025•41 min•Ep. 100
Guillermo Rauch didn’t find success by accident. He began working on computers as a kid growing up in Argentina and was hooked immediately, eventually falling in love with programming and open source before moving to Silicon Valley. Since then his blend of technical foresight, audacious ambition and obsessive attention to detail in products has made him the successful CEO of Vercel, the cloud platform service company used by over a million developers each month, from small companies to tech gian...
Mar 17, 2025•40 min•Ep. 99
Long before Plaid became a $13.4 billion fintech juggernaut, it was just another struggling startup. Co-founders Zach Perret and William Hockey burned through cash and pivoted from one failed idea to the next, ultimately getting turned away by roughly 100 VCs during seed round funding. But Plaid persevered, and eventually revolutionized how financial data moved through the internet, eventually boasting customers like Robinhood, Coinbase and Venmo. In this episode, Mike Maples, Jr. of Floodgate s...
Feb 25, 2025•38 min•Ep. 98
As the co-founder of Robinhood, Baiju Bhatt didn't just help launch a company. He sparked a movement that fundamentally shifted the dynamics of investing, and created a new path for everyday people to participate in the markets. But can the man who changed the way people think about money do the same for energy? In this episode, Mike Maples, Jr. of Floodgate speaks with Bhatt about the origins of Robinhood and how hands-on research in the Stanford cafeteria helped the company find product-market...
Jan 28, 2025•41 min•Ep. 97
When Josh Reeves, Tomer London and Edward Kim founded Gusto in 2012, roughly 40 percent of the employers in the United States were still doing their payroll by hand. Thousands of small business owners spent their time reading up on various federal and local tax codes or buried in late-night paperwork, drained of the energy to truly chase their dreams. In this episode, Mike Maples, Jr. of Floodgate speaks with Reeves about how Gusto identified pain points for small business founders everywhere, w...
Dec 16, 2024•39 min•Ep. 96
Most startups stick to traditional methods of getting their message out. Pattern Breakers, however, don't follow the old rules of marketing. Instead they ignite a movement where they ultimately rise to the top, uncontested, while others later scramble for the leftovers. In this Breakthrough Lesson, Mike Maples Jr. of Floodgate examines three lessons learned from the recent viral breakout of the educational technology company Mentava, and why true Pattern Breakers don’t depend on the media or out...
Oct 07, 2024•10 min•Ep. 95
The team behind the educational technology company Mentava is a small one, but its product idea is extremely ambitious: An app that teaches two year-olds to read at a second grade level. The idea is the brainchild of founder Niels Hoven, a father of four committed to accelerating K-12 education and helping high-achieving kids reach their true potential. In this episode, Mike Maples, Jr. of Floodgate speaks with Hoven about the origins of Mentava, how one very online critic gave the company an un...
Sep 23, 2024•35 min•Ep. 94
Few startup founders follow a path to success like Daphne Koller, a polymath whose academic career in machine learning, computer vision, and computational biology make her a force far beyond the business arena. Koller left her academic career at Stanford in 2012 to co-found Coursera, the world’s largest platform for massive open online courses (MOOCs). After building the company into a global phenomenon she left Coursera in 2016 to become chief computing officer at Calico, and in 2018 she founde...
Aug 05, 2024•44 min•Ep. 93
On this special episode of Pattern Breakers, host Mike Maples Jr. of Floodgate joins LinkedIn founder and legendary investor Reid Hoffman for a conversation on Hoffman’s podcast Masters of Scale, where iconic business leaders share lessons and strategies that have helped them grow the world's most fascinating companies. Mike discusses the insights he’s gathered from decades of investing, inflection theory, what the latest AI sea change means for the future of business, and ideas from his new nat...
Jul 29, 2024•37 min•Ep. 92
Today is a huge day for Pattern Breakers , the book. Co-written with Peter Zeibelman of the Stanford Graduate School of Business, Pattern Breakers has been dubbed “the most important start-up book of the last ten years” by legendary entrepreneur and co-creator of the Lean Startup movement Steve Blank. Pattern Breakers draws from decades of experience in entrepreneurship and venture capital from its co-authors to offer a radical set of new ideas for how entrepreneurs, investors, and corporate lea...
Jul 09, 2024•40 min•Ep. 91
There is no single path to becoming the founder of a pattern-breaking startup. For Maddie Hall, her journey began with a crucial choice: to brainstorm startup ideas or to spend time with people already shaping the future. She chose the latter, following Sam Altman at OpenAI as his Chief of Staff. This experience, along with the connections and knowledge she gained, inspired her to co-found Living Carbon. Her startup offers "supertrees" that grow faster, produce harder wood, and absorb more carbo...
Jul 01, 2024•40 min•Ep. 90
Check out the Pattern Breakers Blog at patternbreakers.substack.com for even more Pattern Breaking content from Mike. Mike's book Pattern Breakers is available now wherever you buy books. Follow Mike on X !
Jun 24, 2024•12 min•Ep. 89
If pattern breaker was a term in the dictionary, you just might find an image of Justin Kan. From his attempts as a teenager to send a camera to outer space, to selling his first company on Ebay, to strapping a camera to his head to play the starring role on Justin.tv, Kan has always been a man with uncommon ideas and the ability to convince people to follow his lead. On this episode, Mike Maples, Jr. of Floodgate speaks with Kan about the runaway success of Twitch, but also his fear of scarcity...
Jun 10, 2024•42 min•Ep. 88
In the early days of a start-up, the superbuilder can be as important to greatness as the start-up leader, and they’re often not the same person. But what are the traits of a great superbuilder, and why do they play such a crucial role in the zero to one phase of a company? In this Breakthrough Lesson, Mike Maples, Jr of Floodgate discusses the success of superbuilder Kyle Vogt and how his ingenuity saved Justin.tv, as well as how superbuilders help a startup tackle adversity and attract greatne...
Jun 03, 2024•11 min•Ep. 87
Kyle Vogt has always been fascinated with designing robots and machines. From his youngest days, he retrofitted his father's car to drive itself along the highways of his home state of Kansas. Later, he dropped out of MIT and became a wildly successful startup founder, playing a crucial role in the development of Justin.tv and Twitch. With Cruise Automation, he returned to his roots, making robotaxis a reality rather than science fiction. In this episode, Mike Maples, Jr. of Floodgate speaks wit...
May 27, 2024•39 min•Ep. 86
The ability to notice and savor surprises is a key overlooked skill of the greatest founders. It allows you to narrow in on the types of capabilities that will lead to breakthroughs. In this Breakthrough Lesson, Mike Maples, Jr of Floodgate calls on the lessons learned by Twitch co-founder Emmett Shear to discuss why founders should seek surprises instead of validation, and how positive surprises can be a key source of greatness. Check out the Pattern Breakers Blog at patternbreakers.substack.co...
May 20, 2024•12 min•Ep. 85
Emmett Shear was a gamer long before he helped define one of the most important new media companies at the intersection of gaming, media, and the creator economy. What can we learn from his success as a founder? (hint: it has something to do with truly listening to users.) Check out the Pattern Breakers Blog at patternbreakers.substack.com for even more Pattern Breaking content from Mike. Mike's book Pattern Breakers is available now wherever you buy books. Follow Mike on X!
May 13, 2024•39 min•Ep. 84
In the early days of a startup, finding product-market fit is paramount. Once you have it, failure is almost impossible. Without it, you can do everything else right, and still fail. In this Breakthrough Lesson, Mike Maples, Jr of Floodgate discusses three heuristics for maximizing the odds of success: Find the right North Star, offer a Delta 4 experience, and don’t fool yourself. Check out the Pattern Breakers Blog at patternbreakers.substack.com for even more Pattern Breaking content from Mike...
Apr 29, 2024•10 min•Ep. 83
Michael Seibel didn’t set out to become a legendary startup founder. As a young man, his sights were set on politics, dreaming of a future on the Supreme Court. But his friendship with fellow Yale classmate Justin Kan led to a fortuitous cross-country trip to California that changed everything. In this episode, Mike Maples, Jr. of Floodgate talks with Seibel about the creation of Justin.tv and Twitch, and the wisdom he shares with aspiring founders as a partner and managing director at Y Combina...
Apr 29, 2024•47 min•Ep. 82
Mike Maples, Jr. of Floodgate is back with a new season of his podcast, once called Starting Greatness, now renamed Pattern Breakers. The focus remains, but with increased ambitions. In this season intro, Mike explains his reasons for expanding the podcast's scope, what listeners can anticipate going forward, and details about a forthcoming book set to release this summer. Subscribe now so you don’t miss an episode, and check out the new Pattern Breakers letter on Substack at www.patternbreakers...
Apr 29, 2024•7 min•Ep. 81
Founders are naturally drawn to the tantalizing potential of their product reaching a vast market, but the route to victory starts with nailing a niche before going for the broader opportunity. In this lesson of greatness, Mike Maples, Jr of Floodgate calls on the lessons of Spotify co-founder Daniel Ek to examine how this is done: Identify a stronghold where you can dominate, deliver a Delta 4 experience, and do everything possible to create unfair advantages in your favor. Check out the Patter...
Jun 12, 2023•9 min•Ep. 80
When he was a little boy growing up in Sweden, Daniel Ek was obsessed with two things: the binary realm of computers and the artistry of music. As a young adult, he combined his love for both by co-founding Spotify, which became the global standard-bearer for streaming, Spotify now has more than 500 million users per month. In this episode, Mike Maples, Jr of Floodgate interviews Daniel Ek to break down the importance of recognizing technology infections, securing the perfect niche to secure ear...
Jun 12, 2023•47 min•Ep. 79
Startup founders dealt with uncertainty, stress and trauma in the wake of the run on Silicon Valley Bank, but the most important lessons from this crisis never showed up in social media. In this lesson of greatness, Mike Maples, Jr of Floodgate calls on the actions of a variety of founders who showed incredible courage and competence to showcase three crucial lessons for founders for how to deal with another potential crisis: Scenario planning, financial agility, and crisis communication. Check ...
Mar 27, 2023•9 min•Ep. 78
The recent run on Silicon Valley Bank led to a variety of accusations, recriminations and finger-pointing on social media, but how can FOUNDERS actually learn from the crisis? And what lessons can we learn from the founders who crushed it under tough circumstances? In this episode, Mike Maples, Jr welcomes Floodgate co-founder Ann Miura-Ko on the show to discuss these topics. Mike and Ann also speak with SmarterDx CEO Michael Gao about how he handled a wild weekend for his company, and legendary...
Mar 27, 2023•33 min•Ep. 77
When we REFUSE to accept mediocrity, we can start building greatness. But how can you avoid the pitfalls of learned helplessness and help your company break through the arbitrary limits that impede progress? In this lesson of greatness, Mike Maples, Jr of Floodgate calls on the lessons of Boom Supersonic founder Blake Scholl to examine three tips to help founders develop startups that change the future: Embrace the belief you can make radical change, find a big problem that speaks to your soul, ...
Dec 15, 2022•12 min•Ep. 76
More than fifty years after the first Concorde took flight, consumer air travel is actually SLOWER. Blake Scholl and his team at Boom Supersonic are out to reverse this stagnation and change how we think about commercial aviation. In this episode, Mike Maples, Jr of FLOODGATE interviews Scholl to learn more about the history of American aviation, the origins of Boom Supersonic and the challenges it faces now, and how tech founders are exploring unfamiliar spaces with great success. Check out the...
Dec 15, 2022•41 min•Ep. 75
When a startup product goes to market, the two key muscles it can flex are marketing and sales. In nearly every facet of a startup product, marketing or sales takes the natural lead in getting the product to customers. But startups often pour resources into these two areas in unfocused ways, and the results can be disastrous. In this lesson of greatness, Mike Maples, Jr of FLOODGATE discusses the work of Silicon Valley legend Mark Leslie and specifically the framework of Leslie’s Compass, a simp...
Aug 22, 2022•12 min•Ep. 74
Mike Maples, Jr of Floodgate welcomes back go-to-market expert and Stanford Graduate School of Business lecturer Mark Leslie for the second of their two-part interview, this time focusing on the role and responsibilities of a CEO and a deep dive into Leslie’s Compass, an essential set of heuristics for every startup founder. Leslie also discusses the value of founders focusing on a five-year plan for their startup, why it’s challenging to make meaningful change inside a large company, and why ev...
Aug 22, 2022•37 min•Ep. 73
When a startup launches a new product, it's tempting to ramp its sales force too quickly. Often, this leads to a crash-and-burn scenario for companies that failed to learn what it took for the *entire organization* to achieve product-market-fit. In this lesson of greatness, Mike Maples, Jr of FLOODGATE discusses how Mark Leslie's Sales Learning Curve framework helps startups keep themselves honest about their progress toward product-market fit, rather than falling into the trap of wishful thinki...
Aug 01, 2022•12 min•Ep. 72
